An Improvement of theN-Arylation of Amides; Application to the Synthesis of Substituted 3-(N-Acetyl-N-phenylamino)-pyridines
- 1 January 1989
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1989 (04) , 312-313
- https://doi.org/10.1055/s-1989-27238
Abstract
In the presence of catalytic quantities of tris(3,6-dioxaheptyl)amine (TDA-1) and of copper(I) chloride, with azeotropic separation of the reaction water, the N-arylation of carboxamides has been simplified and can now be performed under rather mild conditions, using substituted bromobenzenes as arylating agents in quasi-stoichiometric quantities in boiling xylene, or using chlorobenzenes as arylating agents and as reaction solvents at reflux. The general applicability of the reaction to the preparation of various diarylamines is demonstrated.Keywords
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